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About This Item
Empirical Formula (Hill Notation):
C23H27N3O7 · xHCl
CAS Number:
Molecular Weight:
457.48 (free base basis)
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (TLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
dark yellow
solubility
water: 50 mg/mL
shipped in
ambient
storage temp.
2-8°C
InChI
1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27-28,32-33H,7-8,24H2,1-4H3;1H/b22-16-;/t9-,11-,17-,23-;/m0./s1
InChI key
KDLQIOPKJDNQIM-WUURTAMISA-N
General description
Semi-synthetic tetracycline derivative effective against tetracycline-resistant staphylococci. A matrix metalloproteinase (MMP) inhibitor shown to inhibit tumor-induced angiogenesis. Inhibits stromelysin (MMP-3; IC50 = 290 µM) but does not inhibit other MMPs such as fibroblast collagenase or gelatinase. Potently inhibits PARP-1 (Ki = 13.4 nM) in a NAD+ - competitive manner. Exhibits anti-inflammatory effects and suppresses T cell proliferation.
This product has been discontinued.
Semi-synthetic tetracycline derivative effective against tetracycline-resistant staphylococci. A matrix metalloproteinase (MMP) inhibitor shown to inhibit tumor-induced angiogenesis. Inhibits stromelysin (MMP-3; IC50 = 290 M) but does not inhibit other MMPs such as fibroblast collagenase or gelatinase. Potently inhibits PARP-1 (Ki = 13.4 nM) in a NAD+ - competitive manner. Exhibits anti-inflammatory effects and suppresses T cell proliferation.
Semi-synthetic tetracycline derivative effective against tetracycline-resistant staphylococci. A matrix metalloproteinase (MMP) inhibitor shown to inhibit tumor-induced angiogenesis. Inhibits stromelysin (MMP-3; IC50 = 290 M) but does not inhibit other MMPs such as fibroblast collagenase or gelatinase. Potently inhibits PARP-1 (Ki = 13.4 nM) in a NAD+ - competitive manner. Exhibits anti-inflammatory effects and suppresses T cell proliferation.
Biochem/physiol Actions
Cell permeable: no
Primary Target
Metalloproteinase (MMP)
Metalloproteinase (MMP)
Product does not compete with ATP.
Reversible: no
Target IC50: 290 µM against MMP-3
Target Ki: 13.4 nM against PARP-1
Other Notes
Conrad, C.A., et al. 2006. Proc. Natl. Acad, Sci. USA103, 9685.
Gilbertson-Breading, S., et al. 1995. Cancer Chemother. Pharmacol. 36, 418.
Kloppenburg, M., et al. 1995. Clin. Exp. Immunol. 102, 635.
Preus, H.R., et al. 1995. J. Clin. Periodontol. 22, 380.
Weingart, J.D., et al. 1995. J. Neurosurg. 82, 635.
Tamargo, R.J., et al. 1991. Cancer Res. 51, 672.
Gilbertson-Breading, S., et al. 1995. Cancer Chemother. Pharmacol. 36, 418.
Kloppenburg, M., et al. 1995. Clin. Exp. Immunol. 102, 635.
Preus, H.R., et al. 1995. J. Clin. Periodontol. 22, 380.
Weingart, J.D., et al. 1995. J. Neurosurg. 82, 635.
Tamargo, R.J., et al. 1991. Cancer Res. 51, 672.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Carcinogenic / Teratogenic (D)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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